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2-Chlorophenol

CAS No.
95-57-8
Chemical Name:
2-Chlorophenol
Synonyms
ORTHO CHLORO PHENOL;O-CHLOROPHENOL;2-Chlorphenol;Phenol, 2-chloro-;2-chlorophenol(o-chlorophenol);orophenoL;septi-kleen;o-Chlorphenol;2-CHLOROPHENOL;2-chloro-pheno
CBNumber:
CB1325292
Molecular Formula:
C6H5ClO
Molecular Weight:
128.56
MDL Number:
MFCD00002159
MOL File:
95-57-8.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:25

2-Chlorophenol Properties

Melting point 8 °C (lit.)
Boiling point 175-176 °C (lit.)
Density 1.241 g/mL at 25 °C (lit.)
vapor pressure 13.3 hPa (50 °C)
refractive index n20/D 1.558(lit.)
Flash point 147 °F
storage temp. under inert gas (Argon)
solubility alcohol: freely soluble
pka 8.49(at 25℃)
color Clear Colourless to Pale Orange
Water Solubility 28.5 g/L (20 ºC)
Merck 14,2154
BRN 1905114
Henry's Law Constant 6.44 x 10-6 atm?m3/mol at 20 °C (Sheikheldin et al., 2001)
Dielectric constant 8.2(19℃)
Stability Stable. Hygroscopic. Combustible. Incompatible with oxidizing agents, acid anhydrides, acid chlorides.
InChIKey ISPYQTSUDJAMAB-UHFFFAOYSA-N
LogP 2.18 at 20℃
CAS DataBase Reference 95-57-8(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII K9KAV4K6BN
NIST Chemistry Reference 2-Chlorophenol(95-57-8)
EPA Substance Registry System o-Chlorophenol (95-57-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H302-H311+H331-H314-H411
Precautionary statements  P273-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  Xn,N,T,F
Risk Statements  20/21/22-51/53-39/23/24/25-23/24/25-11
Safety Statements  28-61-28A-45-36/37-16-7
RIDADR  UN 2021 6.1/PG 3
WGK Germany  2
RTECS  SK2625000
9
Autoignition Temperature 550 °C
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29081000
Toxicity LD50 orally in rats: 0.67 g/kg (Deichmann)
NFPA 704
2
2 0

2-Chlorophenol price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.02253 2-Chlorophenol for synthesis 95-57-8 100mL $36 2024-03-01 Buy
Sigma-Aldrich 8.02253 2-Chlorophenol for synthesis 95-57-8 500mL $48.1 2024-03-01 Buy
Sigma-Aldrich 8.02253 2-Chlorophenol for synthesis 95-57-8 2.5L $130 2024-03-01 Buy
Sigma-Aldrich 8.02253 2-Chlorophenol for synthesis 95-57-8 30kg $1100 2024-03-01 Buy
Sigma-Aldrich 185779 2-Chlorophenol ≥99% 95-57-8 5g $36.4 2024-03-01 Buy
Product number Packaging Price Buy
8.02253 100mL $36 Buy
8.02253 500mL $48.1 Buy
8.02253 2.5L $130 Buy
8.02253 30kg $1100 Buy
185779 5g $36.4 Buy

2-Chlorophenol Chemical Properties,Uses,Production

Description

All have a characteristic odor. Odor threshold =1.24 ppm (pure). Molecular weight (all isomers) =128.56.m-isomer
Colorless (in pure state) to pink or amber (technical grade,due to impurities) crystalline solid or liquid. Boilingpoint =214℃; Freezing/Melting point =32.8℃; Specificgravity (H2O:1) =1.245; Vapor pressure =5 mmHg at70℃; Flash point =112℃. Solubility in water=2.6-2.8.5% at 20℃. Hazard Identification (based onNFPA 704 M Rating System): Health 2, Flammability 0,Reactivity 0.
o-isomerWhite crystalline (needle-like) solid. Boilingpoint =175.6℃; Freezing/Melting point =9.3-9.8℃;Specific gravity (H2O:1) =1.3; Vapor pressure, Pa at20℃ =230; Relative vapor density (air =1) =4.4; Flashpoint =64℃ (cc). Hazard Identification (based on NFPA704 M Rating System): Health 3, Flammability 2,Reactivity 0. Solubility in water =2.7% at 20℃.p-isomer
White to straw-colored, needle-like crystalline solid.Boiling point =218℃; Freezing/Melting point =43℃;Vapor pressure =10 mmHg at 20℃; Vapor density (air=1) =4.44; Flash point = 121℃ (cc). HazardIdentification (based on NFPA 704 M Rating System):Health 3, Flammability 1, Reactivity 0. Solubility inwater =2.71% at 20℃.

Chemical Properties

2-Chlorophenol is a colourless to light brown liquid, All isomers have a characteristic odor. Slightly soluble in water, soluble in ethanol, ether and alkali solution. It is used to make dyes and other chemicals, and as a disinfectant, bactericide, and germicide.

Physical properties

Pale amber liquid with a slight phenolic, floral, or musty-type odor. At 40 °C, the average and lowest odor concentrations detected were 0.36 and 0.088 μg/L, respectively. At 25 °C, the average taste threshold concentration and the lowest concentration at which a taste was detected were 0.97 and 0.94 μg/L, respectively (Young et al., 1996).

Uses

2-Chlorophenol is used to synthesize various organic intermediates and compounds including several polycyclic aromatic hydrocarbons and pharmacologically active molecules. It is used as a precursor to synthesize polychlorinated dibenzo p-dioxins and dibenzofurans (PCDD/Fs).

Application

2-chlorophenol is used in medicine, pesticides, dyes and organic synthesis. It is an intermediate in the production of the pesticides Profenofos and Isoprocarb. It is also utilized in the manufacture of dye-stulfs and in the process for extracting sulphur and nitrogen compounds from coal. 2-chlorophenol functions as a reagent in the preparation of chlorophenyl phosphorodichloridothioate as potential synthon for oligonucleotide phosphorothioates.

Preparation

2-chlorophenol is produced in 22% yields from the reaction of chlorine monoxide with phenol in carbon tetrachloride: 0.5 mole of tert-butyl hypochlorite is dropped, with stirring, into a solution or suspension of the 0.5 mole of phenol in 150-300 ml of carbon tetrachloride, the temperature being allowed to rise to the boiling point of the solvent. The mixture is then boiled under reflux for a further 2 hours, the carbon tetrachloride and the tert-butyl alcohol are distilled off, and the residue is fractionated collecting fraction boiling at 174.9 °C.
synthesis of 2-chlorophenol

Definition

ChEBI: 2-chlorophenol is a monochlorophenol and a 2-halophenol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 528, 1970 DOI: 10.1021/jo00827a060
Tetrahedron Letters, 29, p. 1319, 1988 DOI: 10.1016/S0040-4039(00)80287-7

General Description

2-chlorophenol appears as a colorless to amber liquid with an unpleasant, penetrating odor. Density 1.265 g / cm3. Sinks in water and slowly dissolves. Freezing point 7°C (46°F). Boiling point 175°C (347°F).

Air & Water Reactions

Very soluble in water

Reactivity Profile

2-Chlorophenol is a weak acid. Neutralizes bases in exothermic reactions. Incompatible with oxidizing agents. Incompatible with acid chlorides and acid anhydrides. Forms ethers, esters and salts with metals and amines .

Hazard

Toxic by skin absorption, inhalation, or ingestion. Strong irritant to tissue.

Health Hazard

Poisonous; may be fatal if inhaled, swallowed or absorbed through skin. Irritating to skin and eyes; direct contact may cause burns. Rats receiving lethal doses via oral, subcutaneous or intraperitoneal routes displayed similar symptoms: restlessness, increased breathing rate and motor weakness followed by tremors, chronic convulsions, dyspnea, coma and death.

Safety Profile

Poison by ingestion, intraperitoneal, and intravenous routes. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Flammable liquid when exposed to heat, flame, or oxidizers. To fight fire, use alcohol foam. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROPHENOLS and CHLORIDES.

Potential Exposure

Monochlorophenols are used in the manufacture of fungicides, slimicides, bactericides, pesticides, herbicides, disinfectants, wood and glue preservatives; in the production of phenolic resins; in the extraction of certain minerals from coal; as a denaturant for ethanol; as an antiseptic; as a disinfectant, and others.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with chlorophenols you should be trained on its proper handling andstorage. Before entering confined space where chlorophenols may be present, check to make sure that an explosiveconcentration does not exist. Store in tightly closed containers in a cool, well-ventilated area. Metal containers involving the transfer of this chemical should be grounded andbonded. Where possible, automatically pump liquid fromdrums or other storage containers to process containers.Drums must be equipped with self-closing valves, pressurevacuum bungs, and flame arresters. Use only nonsparkingtools and equipment, especially when opening and closingcontainers of this chemical. Sources of ignition, such assmoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could createa potential fire or explosion hazard. A regulated, markedarea should be established where this chemical is handled,used, or stored in compliance with OSHA Standard1910.1045.

Shipping

UN 2020 (solid); UN2021 (liquid) Chlorophenols, solid and liquid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

Purification Methods

Pass 2-chlorophenol at least twice through a gas chromatography column. It has also been purified by fractional distillation. [Beilstein 6 IV 782.]

Incompatibilities

May form explosive mixture with air. Contact with oxidizing agents can cause fire and explosion hazard. Heat produces hydrogen chloride and chlorine. Corrosive to aluminum, copper and other chemically active metals.

Waste Disposal

Incinerate in admixture with flammable solvent in furnace equipped with afterburner and scrubber.

3900-89-8
95-57-8
Synthesis of 2-Chlorophenol from 2-Chlorophenylboronic acid
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View Lastest Price from 2-Chlorophenol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Chlorophenol pictures 2023-12-24 2-Chlorophenol
95-57-8
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2-Chlorophenol pictures 2023-09-19 2-Chlorophenol
95-57-8
US $0.00-0.00 / kg 1kg 99% 100tons Hebei Yanxi Chemical Co., Ltd.
2-Chlorophenol pictures 2023-09-06 2-Chlorophenol
95-57-8
US $30.00-10.00 / KG 50KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
  • 2-Chlorophenol pictures
  • 2-Chlorophenol
    95-57-8
  • US $100.00-1.00 / KG
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • 2-Chlorophenol pictures
  • 2-Chlorophenol
    95-57-8
  • US $0.00-0.00 / kg
  • 99%
  • Hebei Yanxi Chemical Co., Ltd.
  • 2-Chlorophenol pictures
  • 2-Chlorophenol
    95-57-8
  • US $30.00-10.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
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